METHYL 4-BROMOCROTONATE

Product Name: METHYL 4-BROMOCROTONATE
CAS No.: 6000-00-6
Chemical Name: METHYL 4-BROMOCROTONATE
Synonyms: methyl (E)-4-bromobut-2-enoate;(E)-Methyl 4-bromocrotonate;Methyl (E)-4-bromo-2-butenoate;Neratinib Impurity 37;TRANS-METHYL-4-BROMOCROTONATE;Methyl (2E)-4-bromobut-2-enoate;METHYL TRANS-4-BROMO-2-BUTENOATE;Methyl trans-4-bromocrotonate 97%;4-BROMOCROTONIC ACID METHYL ESTER;trans-Methyl-4-bromocrotonate, 97 %
CBNumber: CB4109035
Molecular Formula: C5H7BrO2
Formula Weight: 179.01
MOL File: 6000-00-6.mol

More

Less

METHYL 4-BROMOCROTONATE Property

Melting point:: 83-85℃
Boiling point:: 83-85 °C13 mm Hg(lit.)
Density: 1.522 g/mL at 25 °C(lit.)
refractive index: n20/D 1.501
Flash point:: 197 °F
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Oil
color: Colourless
BRN: 1745755
InChI: InChI=1S/C5H7BrO2/c1-8-5(7)3-2-4-6/h2-3H,4H2,1H3/b3-2+
InChIKey: RWIKCBHOVNDESJ-NSCUHMNNSA-N
SMILES: C(OC)(=O)/C=C/CBr
CAS DataBase Reference: 6000-00-6(CAS DataBase Reference)

More

Less

Safety

Hazard Codes: Xi
Risk Statements: 37/38-41-36/37/38
Safety Statements: 26-39
WGK Germany: 3
RTECS: GQ3120000
F: 8-9
HS Code: 29161900

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 16505
Product name: Methyl trans-4-bromo-2-butenoate
Purity: technical, ≥90% (GC)
Packaging: 5ml
Price: $146
Updated: 2025/07/31

Sigma-Aldrich

Product number: 16505
Product name: Methyl trans-4-bromo-2-butenoate
Purity: technical, ≥90% (GC)
Packaging: 25ml
Price: $440
Updated: 2025/07/31

TRC

Product number: M294005
Product name: Methyltrans-4-Bromo-2-butenoate(>85%)
Packaging: 25g
Price: $450
Updated: 2021/12/16

Matrix Scientific

Product number: 096464
Product name: (E)-Methyl 4-bromobut-2-enoate
Purity: 90%
Packaging: 5g
Price: $65
Updated: 2021/12/16

Matrix Scientific

Product number: 096464
Product name: (E)-Methyl 4-bromobut-2-enoate
Purity: 90%
Packaging: 25g
Price: $185
Updated: 2021/12/16

More

Less

METHYL 4-BROMOCROTONATE Chemical Properties,Usage,Production

Chemical Properties

light yellow liquid

Uses

Methyl trans-4-Bromo-2-butenoate is used as a reagent in the synthesis of several organic compounds including that of dimethoxy ketals and ketones via electrochemical oxidative decarboxylation of malonic acids.

Uses

Methyl trans-4-bromo-2-butenoate (Methyl 4-bromocrotonate) was used in the synthesis of highly substituted benzoxepines or benzopyrans and L-α-amino [4,5-³H]adipic acid.

Synthesis

67-56-1

13991-36-1

1117-71-1

The general procedure for the synthesis of methyl 4-bromobut-2-enoate from methanol and (E)-4-bromobut-2-enoic acid was as follows: (E)-4-bromobut-2-enoic acid (1.525 g, 9.24 mmol) and anhydrous methanol (10 ml) were added into a 50 ml three-necked flask, and stirred at 0 °C until complete dissolution. Thionyl chloride (5.49 g, 46.19 mmol, 5 ml) was added slowly dropwise, and bubbles were observed during the dropwise addition. After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirring was continued for 15 h. The completion of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the solvent was evaporated to dryness under reduced pressure and the residue was extracted with ethyl acetate and water. The organic phase was separated and dried with anhydrous sodium sulfate. The dried organic phase was concentrated by rotary evaporator to obtain the crude product. The crude product was purified by column chromatography with the eluent ratio of petroleum ether:ethyl acetate=8:1, and the final product was methyl 4-bromobut-2-enoate (1.54 g, 93.1% yield) as a red oily liquid.

References

[1] Patent: CN107556289, 2018, A. Location in patent: Paragraph 0112; 0117; 0118; 0119
[2] Tetrahedron Asymmetry, 2009, vol. 20, # 10, p. 1164 - 1167

METHYL 4-BROMOCROTONATE Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

METHYL 4-BROMOCROTONATE Suppliers

China 92 France 1 Germany 2 India 4 Japan 2 Switzerland 1 United Kingdom 4 United States 18 Global 124

Nantong Xiaochang Pharmaceutical Trading Co., Ltd.

Tel: 0513-82104991 18912868361
Fax: QQ1907456386
Email: sales11@btcpharm.com
Country: China
ProdList: 1250
Advantage: 58

Suzhou Unite pharmTech Co., Ltd ,

Tel: 792-3901125 13222993784
Fax: 0512-62575043
Email: sales@unite-pharm.com
Country: China
ProdList: 311
Advantage: 56

New Energy Chemicals

Tel: 0515-82159099 13770142076
Fax: 86-0515-8215909
Email: info@njuchem.com
Country: China
ProdList: 242
Advantage: 65

Shanghai Troedsson Technology Co., LTD

Tel: 18117455885
Email: qihongchem@163.com
Country: China
ProdList: 9092
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

ShangHai DEMO Chemical Co.,Ltd

Tel: 400-021-7337 2355568890
Fax: 0086-21-50182339
Email: sales@demochem.com
Country: China
ProdList: 2572
Advantage: 57

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44801
Advantage: 61

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42934
Advantage: 64

Shanghai Youd Chemical Technology Co., Ltd.

Tel: 021-37910092; 15821801668
Fax: 021-37910267
Email: cong44@126.com
Country: China
ProdList: 296
Advantage: 58

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66113011 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
ProdList: 19913
Advantage: 55

More

Less

View Lastest Price from METHYL 4-BROMOCROTONATE manufacturers

Career Henan Chemical Co

Product: METHYL 4-BROMOCROTONATE 6000-00-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-05-25

6000-00-6, METHYL 4-BROMOCROTONATERelated Search:

Oleic acid Methacrylic acid Methyl 4-bromocrotonate 4-BROMOCROTONIC ACID

(E)-4-Bromo-but-2-enoicacidmethylester

TRANS-METHYL 4-BROMO-2-BUTENOATE, STAB.

trans-Methyl-4-bromocrotonate, 97 %

Methyl trans-4-bromocrotonate 97%

Methyl (2E)-4-bromobut-2-enoate

(2E)-4-Bromo-2-butenoic acid methyl ester

(E)-4-Bromo-crotonic acid methyl ester

(E)-Methyl 4-bromocrotonate

(2E)-2-Butenoic acid, 4-broMo-, Methyl ester

Methyl trans-4-broMo-2-butenoate technical, >=90% (GC)

(E)-4-Bromo-2-butenoic acid methyl ester

Methyl (E)-4-bromo-2-butenoate

Methyl <I>trans</I>-4-bromo-2-butenoate

2-Butenoic acid, 4-bromo-, methyl ester, (2E)-

4-BROMOCROTONIC ACID METHYL ESTER

METHYL TRANS-4-BROMO-2-BUTENOATE

TRANS-4-BROMO-2-BUTENOIC ACID METHYL ESTER

TRANS-METHYL-4-BROMOCROTONATE

methyl (E)-4-bromobut-2-enoate

Methyl trans-4-Bromo-2-butenoate (>85%)

Neratinib Impurity 37

6000-00-6

1117-71-7

BrCH2CHCHCOOCH3

HALOGEN

Organic Building Blocks

Building Blocks

Carbonyl Compounds

C2 to C5

Esters